Top 10 Sheryl Crow Songs

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Our Top 10 Sheryl Crow Songs list looks back at the career of one of the most successful rock and roll female artists of the past thirty years. After having been a school teacher and a backup vocalist for Michael Jackson, Sheryl Crow became an instant household name in 1995 when she and her debut album, Tuesday Night Music Club, which had actually already been out for almost two years, won three Grammy Awards at the 1995 Grammy Award Ceremonies. That night, Sheryl Crow won the Grammy Award for Record of the Year for Tuesday Night Music Club. She also won for Best New Artist and Best Female Vocal Performance. In one sweeping night, Sheryl Crow had become a huge star. She would prove she was no one-album wonder as she embarked on a career releasing album after album of pop songs and rock and roll gems that created a loyal fan following and also resonated with a mass cultural audience.

To date in 2021, Sheryl Crow has released eleven brilliant studio albums. During that time, she has also released forty-five singles. She is not only a brilliant songwriter and all star musicians, she is a world class beauty with movie star looks that translated into her making fifty seven music videos.

We originally did a top 10 Sheryl Crow songs deep tracks list, but never ever did a basic top 10 Sheryl Crow songs article. With such a body of work, it’s tough to pick just 10 songs, but we’ve done it, and we hope you have fun running through the list and listening to and watching some of the great videos below.

# 10 – All I Wanna Do

Tuesday Night Music Club by Sheryl Crow (1993-08-03)

We open up our top 10 Sheryl Crow Songs list with the song that made her famous, entitled “All I Wanna Do.” The song was released on her debut album, Tuesday Night Music Club. It was the third single released from the album. The album was released in 1993. However, “All I Wanna Do” was not released until the summer of 1994, when it became a smash hit single. The song “All I Wanna Do” was a huge hit on the US Billboard Hot 100, peaking at number two, making it the highest-charting single of her career on the Hot 100. The song was an even bigger hit on the US Billboard Mainstream Top 40 Chart, where it reached number one. This one will always remain a favorite among so many people as it’s good time charm will never fade away.

# 9 – Tomorrow Never Dies

When you get tagged to perform the opening theme to a James Bond Movie you know you have definitely become one of the hottest musical stars on the planet. Only the big ones, like a Madonna, a Carly Simon, or an Adele, get picked to sing one of those. Sheryl Crow was up for it as she came up with what we believe may be the best James Bond theme since “Goldfinger.”Sheryl Crow’s “Tomorrow Never Dies” was released in 1997. It appeared in the eighteenth James Bond movie, also titled Tomorrow Never Dies.

# 8 – My Favorite Mistake

Sheryl Crow’s exhilarating song “My Favorite Mistake” takes the number eight spot on our top 10 Sheryl Crow Songs list. The song’s captivating guitar lick instantly grabs the listener’s attention. The minor chords sail into a haunting vocal by the mesmerizing Sheryl Crow. You know she’s not happy, but she still kind of digs you, man. You know what I mean? The song was released on the album entitled The Globe Sessions. The album was released in 1998. It was the first single released from the album. The song “My Favorite Mistake” just broke onto the US Billboard Hot 100’s top 20, peaking at number 20. The song was a bigger hit on the US Billboard Mainstream Top 40 Chart, reaching number five.

# 7 – Always On Your Side

In the number seven position on our top 10 Sheryl Crow Songs list is the breathtaking duet between Sheryl Crow and Sting entitled “Always On Your Side.” These two just make it sound so easy. Sheryl Crow starts this one out with just a piano and her soothing, tender voice. She is met by Sting’s smoky tenor, and it just sounds so organic. The song was released on the album entitled Wildflower. The album was released in 2005. It was the second single released from the album. With a bit of a Beatles vibe meets Carole King, this one was a beautiful gem of a song.

# 6 – The First Cut Is The Deepest

Classic rock fans who grew up in the 1970s know this song really well from both the Cat Stevens version and the great remake Rod Stewart recorded for his Night On The Town album. Sheryl Crow is also a student of 70s music, having grown up and attended high school during the 70s like many of us here at the site. We knew she understood the impact that recording such a loved song could have on fans’ reactions. Well, she nailed it big time with her stunning version. It’s why we chose to include this killer cover on our top 10 Sheryl Crow songs list. You believe every word she sings in this heartbreaking, emotional version.

# 5 – Leaving Las Vegas

Every hardcore Sheryl Crow fan loves this one. It’s one of the songs from the first album that really defined her as a special artist and one to watch. Much more so than the single “All I Wanna Do.” At the halfway point on our top 10 Sheryl Crow Songs list is the jubilant semi-cinematic film-noir song entitled “Leaving Las Vegas.” This one was really special. If you grew up in the 1970s, you couldn’t help but be impacted by the images of Las Vegas and Elvis Presley. The song was written by the team of songwriters, all of whom were very much responsible for the fabulous Tuesday Night Music Club album. These songwriters, named David Baerwald, Bill Bottrell, Brian MacLeod, David Ricketts, and Kevin Gilbert, wrote all the songs on the album along with Sheryl Crow.

# 4 – Everyday Is A Winding Road

At the number four spot on our top 10 Sheryl Crow Songs list, we present the song entitled “Everyday Is A Winding Road.”This is one of her hardest rock-meets-pop songs. Just a perfect-sounding single that helped define 1990s pop-rock. The song was released on the album entitled Sheryl Crow. It was her huge follow-up to the album Tuesday Night Music Club. The album was released in 1996. It was the second single released from the album.

# 3 – Steve McQueen

C'mon, C'mon By Sheryl Crow (2002-04-08)

We are already at the number three spot, and there are so many more songs we want to add to this list. Top 10 songs lists for an artist as brilliant as Sheryl Crow are so hard to do because there are just so many fantastic songs we want to showcase. Here’s one of her best. The smoking song “Steve McQueen” opened up the 2002 album C’mon, C’mon. The song would also serve as a concert opener, lighting a fire under your feet like Steve McQueen in that fast car in the film Bullet.

# 2 – If It Makes You Happy

Just off the number one spot on our top 10 Sheryl Crow Songs list, we celebrate the song entitled “If It Makes You Happy.” The song served as the opening single to her second album, entitled Sheryl Crow, which was highly anticipated after the success of Tuesday Night Music Club. Sheryl Crow did not disappoint her fans with one of the best singles of her career. And that video… we could watch it over and over again.

# 1 – Strong Enough

We close out our top 10 Sheryl Crow Songs list with the tender song entitled “Strong Enough.” This is just one of the best singles of the 1990s as Sheryl Crow lays it on the line in the most honest fashion. There is a bit of a Beatles vibe in the guitar parts, and yet the sound of the 90s is clearly defined in Sheryl Crow’s haunting vocal in the shadows of the grunge era. This one will bring you back to 1995.